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Substance Name: Methylergometrine [INN:BAN]
RN: 113-42-8
UNII: W53L6FE61V
InChIKey: UNBRKDKAWYKMIV-QWQRMKEZSA-N

Note

  • A homolog of ERGONOVINE containing one more CH2 group. (Merck Index, 11th ed)

Molecular Formula

  • C20-H25-N3-O2

Molecular Weight

  • 339.436
 

Classification Codes

  • Drug / Therapeutic Agent
  • Oxytocics
  • Reproductive Control Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Methylergometrine [INN:BAN]
  • Methylergonovine

MeSH Heading

  • Methylergonovine

Synonyms

  • 9,10-Didehydro-N-(1-(hydroxymethyl)propyl)-6-methylergoline-8-carboxamide
  • 9,10-Didehydro-N-(alpha-(hydroxymethyl)propyl)-6-methyl-ergoline-8-beta-carboxamide
  • Basofortina
  • D-Lysergic acid-(+)-butanolamide-(2)
  • D-Lysergic acid-dl-hydroxybutylamide-2
  • EINECS 204-027-0
  • Ergometrine, methyl-
  • Ergotamine
  • HSDB 3364
  • Lysergamide, N-((S)-1-(hydroxymethyl)propyl)-
  • Lysergic acid butanolamide
  • ME 277
  • Methergen
  • Methylergobasin
  • Methylergobasine
  • Methylergobrevin
  • Methylergometrin
  • Methylergometrine
  • Methylergometrine maleate
  • Methylergometrinum
  • Methylergometrinum [INN-Latin]
  • Methylergonovin
  • Methylergonovine
  • Metilergometrina
  • Metilergometrina [DCIT]
  • Metilergometrinio
  • Metilergometrinio [INN-Spanish]
  • N-(alpha-(Hydroxymethyl)propyl)-D-lysergamide
  • Partergin
  • UNII-W53L6FE61V

Systematic Names

  • Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-1-(hydroxymethyl)propyl)-6-methyl-
  • Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-6-methyl-, (8beta(S))-
  • Methylergometrine

Registry Numbers

CAS Registry Number

  • 113-42-8

FDA UNII

  • W53L6FE61V

Other Registry Numbers

  • 29477-86-9
  • 29589-73-9
  • 479-03-8
  • 78207-86-0

System Generated Number

  • 0000113428

Structure Descriptors

InChI

1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1

InChIKey

UNBRKDKAWYKMIV-QWQRMKEZSA-N

Smiles

c12c3C=4[C@H]([N@@](C[C@@H](C4)C(N[C@@H](CC)CO)=O)C)Cc1c[nH]c2ccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 85mg/kg (85mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 163, 1973.
mouse LD50 oral 187mg/kg (187mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 163, 1973.
mouse LDLo unreported 64mg/kg (64mg/kg)   Pharmacological Research Communications. Vol. 9, Pg. 299, 1977.
rabbit LD50 intravenous 2600ug/kg (2.6mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 163, 1973.
rat LD50 intravenous 23mg/kg (23mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 100, 1972.
rat LD50 oral 93mg/kg (93mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 163, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 172 deg C   EXP
log P (octanol-water) 1.010 (none)   EST
Atmospheric OH Rate Constant 4.16E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.